Synthesis of anti-estrogenic and other therapeutic steroids from 21-hydroxy-19-norpregna-4-en-3-one

US6784170B2 · kind B2 · utility

Assignee

• SRI International · US

Inventors

• Richard H. Peters · San Jose, US
• Jyanwei Liu · Sunnyvale, US
• John G. Johansson · Menlo Park, US
• Kenneth Ryan · New York, US
• Wan-Ru Chao · Sunnyvale, US
• Masato Tanabe · Palo Alto, US

Key dates

• Filing date: Feb 9, 2001
• Grant date: Aug 31, 2004
• Expiry date: Jul 14, 2021

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07J5/00
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Syntheses of steroids such as 3-hydroxy-7&agr;-methyl-21-[2′-methoxy-4′-(diethylaminomethyl)-phenoxy]-19-norpregna-1,3,5(10)triene citrate (“SR 16234”) and analogs thereof are provided, wherein 21-hydroxy-19-norpregna-4-en-3-one serves as a starting material or intermediate. The latter compound may be readily prepared from estrone-3-methyl ether. Certain intermediates in these syntheses also have value as therapeutic agents, for example in the treatment of prostate disorders such as prostatic cancer.